15 Wedding Anniversary Trip Ideas to Celebrate Your Special Day

15 Wedding Anniversary Trip Ideas to Celebrate Your Special Day

Planning a special trip for your wedding anniversary is a wonderful way to celebrate your time together.

Whether you want a relaxing getaway or something a bit more adventurous, picking the right destination can make your anniversary unforgettable.

A mature couple walking hand-in-hand on a sandy beach at sunset with palm trees and a picnic setup nearby.

The best anniversary trips create meaningful moments that feel personal and celebrate your relationship.

With so many options, you’re bound to find something that fits your style and budget.

1) Santorini, Greece sunset cruise

A couple celebrating their wedding anniversary on a yacht during sunset near Santorini, with white buildings and blue domes in the background over calm blue water.

Hop on a sunset cruise around Santorini’s famous caldera. You’ll drift past whitewashed villages, the volcano, and that endless blue sea.

As the sun sinks, the sky turns wild shades of pink and orange. It’s honestly one of the most romantic scenes you’ll ever see.

Pick a private boat for just the two of you or join a small group if you’re feeling social. Check out this Santorini sunset cruises guide for more info.

2) Bora Bora overwater bungalow stay

Overwater bungalows at Bora Bora with turquoise water and a couple enjoying a peaceful moment on a wooden deck surrounded by tropical greenery.

Treat yourselves to an overwater bungalow in Bora Bora. These dreamy huts float above crystal-clear water, giving you direct ocean access for swimming or snorkeling.

Most have private decks with gorgeous views of the lagoon and mountains. It’s peaceful, private, and just feels special.

For tips, check this Bora Bora overwater bungalows guide.

3) Monteverde Cloud Forest, Costa Rica adventure

A couple holding hands on a wooden suspension bridge surrounded by lush green trees and mist in a cloud forest.

Explore the lush Monteverde cloud forest, packed with plants and wildlife.

Walk on hanging bridges high in the trees or zip-line if you’re feeling brave. At night, a guided tour lets you spot animals you’d never see during the day.

Monteverde’s a calm, exciting place to enjoy nature together. Learn more here.

4) Napa Valley wine tasting tour

A couple clinking wine glasses outdoors at a vineyard with rolling hills and a wooden table with wine and cheese.

Take it slow with a wine tasting tour in Napa Valley. Wander through vineyards, sip different wines, and learn a bit about winemaking.

These tours usually include cozy tastings and pretty views. It’s a simple, relaxing way to celebrate together.

Look for private tastings if you want something extra special. For more ideas, check out romantic Napa Valley wine tours for couples.

5) Charleston, South Carolina historic stroll

A mature couple walking hand-in-hand along a cobblestone street lined with historic pastel-colored houses and oak trees in Charleston, South Carolina.

Stroll Charleston’s cobblestone streets hand-in-hand. You’ll spot old homes, charming gardens, and maybe even a horse-drawn carriage or two.

Take your time in the historic district. Washington Square and Battery Street are perfect for a quiet moment together.

This city has a way of mixing history and romance. More ideas are at romantic things to do in Charleston, SC.

6) Maldives private island retreat

A romantic beach scene on a private island in the Maldives with a decorated dining area for two under a pergola, palm trees, a hammock, and a sunset over clear blue ocean waters.

Escape to a private island in the Maldives for pure romance. Picture dining under the stars with a meal made just for you.

Spend your days lounging on the beach or trying water sports together. This is the kind of place where you can just breathe and enjoy each other.

Find more ideas for this kind of escape at Maldives private island retreats.

7) Kyoto cherry blossom and temple walk

A couple walking hand-in-hand along a cherry blossom-lined path near a traditional Japanese temple in Kyoto.

Wander beneath cherry blossoms in Kyoto. Early April’s usually the sweet spot for peak blooms.

Walk the Philosopher’s Path or visit Heian Shrine. Nature and culture come together here, making it perfect for a quiet anniversary.

For more, see Kyoto’s best cherry blossom spots.

8) Venice gondola romance ride

A couple enjoying a romantic gondola ride on a Venetian canal with historic buildings and flowers in the background.

Float through Venice’s canals on a gondola. It’s quiet, old-fashioned, and honestly pretty magical.

Go for a private ride if you want more intimacy. Some gondoliers even sing or serve prosecco.

Glide past old buildings and little bridges. A gondola ride adds a romantic touch you won’t forget.

Learn more about the experience on a Venice night gondola ride.

9) Maui beachfront resort getaway

Couple walking hand-in-hand on a sandy beach near a tropical beachfront resort at sunset.

Book a stay right on the beach in Maui. Waking up to ocean views and gentle waves just sets a romantic mood.

Relax by the water, or wander through shops and restaurants nearby. The warm weather and scenery make it so easy to unwind.

A Maui beachfront resort is a solid pick for some quality time together. For more ideas, check out romantic resorts on Maui.

10) Tuscany countryside villa experience

A couple enjoying a romantic outdoor dinner near a rustic villa in the Tuscany countryside with vineyards and rolling hills in the background.

Stay in a villa tucked among Tuscany’s rolling hills and vineyards. These places mix rustic charm with modern comfort.

Spend lazy days exploring villages or tasting local food and wine. The gardens and cozy corners are perfect for quiet moments.

You’ll have plenty of space to relax and make new memories. For details, check this Tuscany countryside wedding villa guide.

11) Paris Seine river dinner cruise

A couple enjoying a romantic dinner on a boat cruising the Seine River in Paris with the Eiffel Tower and city lights in the background at dusk.

Spend a romantic evening on the Seine River with a dinner cruise. You’ll see the Eiffel Tower and Notre Dame glowing at night as you eat.

The food’s great, and so is the champagne. It’s a classic Paris experience for an anniversary.

For more, check out a Paris Seine River dinner cruise with Champagne and window seating.

12) Lake Tahoe luxury cabin escape

A luxury cabin by Lake Tahoe with outdoor seating near the lake and mountains in the background during sunset.

Hide away in a luxury cabin in Lake Tahoe, surrounded by tall pines and mountain views.

Many cabins have private hot tubs—perfect after a day of exploring. It’s cozy, comfortable, and feels like your own little world.

Find more romantic cabin options for your trip in Lake Tahoe Romantic Cabins.

13) New Orleans jazz and cuisine trip

A couple enjoying a candlelit dinner outdoors in New Orleans with a jazz band playing nearby on a cobblestone street lined with colorful historic buildings.

Savor Creole food in a candlelit New Orleans restaurant. After dinner, catch some live jazz at a club—there’s nothing quite like it.

Wandering the French Quarter adds to the city’s magic. This trip blends great food and music for a special anniversary.

For more, see this romantic getaway in New Orleans.

14) Banff National Park scenic hiking

A couple hiking hand-in-hand on a mountain trail in Banff National Park with snow-capped peaks and turquoise lakes in the background.

Trek through beautiful trails in Banff National Park, surrounded by mountains and lakes.

Pick an easy walk or something more challenging, whatever suits your mood. The views are unreal—perfect for photos or just soaking it all in.

Find more about Banff hiking options here.

15) Santorini cliffside dinner for two

A romantic dinner for two set on a Santorini cliffside at sunset with a view of white buildings and the sea.

Picture this: you and your partner, perched on a Santorini cliffside, sharing a quiet dinner as the sun melts into the sea. The white buildings glow, and the whole scene just feels unreal.

Book a private table so you can actually breathe and enjoy each other, without the buzz of other diners. Local food tastes better when you’re staring out at those blue waters, trust me.

If you can, snag a spot with caldera views. A candlelit dinner here? It’s simple, but it sticks with you.

Want more ideas? Check out Santorini’s cliffside dining options and see what grabs you.

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